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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2050150Generated: October 30, 2026

Cysteamine Hydrochloride → 1-Nitro-2-methylthio-2-{2-[(4-methylthiazol-2-yl)methylthio]ethylamino}ethylene

https://huagongshe.com/reaction/2050150

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCysteamine HydrochlorideHCID 9082—
ReactantThionyl ChlorideHCID 24386—
Reactant1,1-Bis(methylthio)-2-nitroethyleneHCID 83623—
ReactantSodium MethoxideHCID 10942334—
Reactant2-(Chloromethyl)-4-methyl-1,3-thiazoleHCID 11275091—
Reactant(4-Methyl-1,3-thiazol-2-yl)methanolHCID 17750909—
Product1-Nitro-2-methylthio-2-{2-[(4-methylthiazol-2-yl)methylthio]ethylamino}ethyleneHCID 70596261—

Reaction Steps

When 2-chloromethyl-4-methylthiazole [prepared by the reaction of thionyl chloride and 2-hydroxymethyl-4-methylthiazole, which itself is prepared according to the procedure of J. Chem. Soc., (Suppl. Issue No. 1), S106-111 (1966) or Acta Chem. Scand., 20, 2649 (1966)] is reacted with cysteamine hydrochloride and about two equivalents of a strong base such as sodium methoxide, and the resultant amine is treated with 1,1-bis(methylthio)-2-nitroethylene, there is produced 1-nitro-2-methylthio-2-{2-[(4-methylthiazol-2-yl)methylthio]ethylamino}ethylene. When the latter compound is reacted with propargylamine according to the general procedure of Example 1, there is produced 1-nitro-2-(2-propynylamino)-2-{2-[(4-methylthiazol-2-yl)methylthio]ethylamino}ethylene.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04200578
Source datasetuspto-grants-1980_04
ORD IDord-482b3f007e6f4d7ca39b63883eb2e203
Source noteuspto-grants-1980_04